ChemicalBook > CAS DataBase List > Oxazolo[4,5-b]pyridine

Oxazolo[4,5-b]pyridine

Product Name
Oxazolo[4,5-b]pyridine
CAS No.
273-97-2
Chemical Name
Oxazolo[4,5-b]pyridine
Synonyms
Oxazolo[4,5-b]pyridine
CBNumber
CB22597434
Molecular Formula
C6H4N2O
Formula Weight
120.11
MOL File
273-97-2.mol
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Oxazolo[4,5-b]pyridine Property

Melting point:
69-72 °C
Boiling point:
199.2±13.0 °C(Predicted)
Density 
1.294±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
solid
pka
-0.27±0.40(Predicted)
color 
Brown
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Safety

HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

TRC
Product number
O846563
Product name
Oxazolo[4,5-b]pyridine
Packaging
250mg
Price
$75
Updated
2021/12/16
TRC
Product number
O846563
Product name
Oxazolo[4,5-b]pyridine
Packaging
25mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
V4849
Product name
Oxazolo[4,5-b]pyridine
Packaging
5g
Price
$358
Updated
2021/12/16
AK Scientific
Product number
V4849
Product name
Oxazolo[4,5-b]pyridine
Packaging
250mg
Price
$100
Updated
2021/12/16
Apolloscientific
Product number
OR909642
Product name
Oxazolo[4,5-b]pyridine
Purity
96%
Packaging
1g
Price
$189
Updated
2021/12/16
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Oxazolo[4,5-b]pyridine Chemical Properties,Usage,Production

Definition

ChEBI: Oxazolo[4,5-b]pyridine is a mancude organic heterobicyclic parent and an oxazolopyridine.

Synthesis

16867-03-1

122-51-0

273-97-2

General procedure for the synthesis of oxazolo[4,5-b]pyridines from 2-amino-3-hydroxypyridine (90.1 mmol) and triethyl orthoformate (720.7 mmol): 2-amino-3-hydroxypyridine was dissolved in triethyl orthoformate under nitrogen protection, and p-toluenesulfonic acid (4.50 mmol) was added as catalyst. The reaction mixture was stirred at 160 °C overnight. Upon completion of the reaction, the excess of triethyl orthoformate was removed by distillation under reduced pressure. The crude product was purified by column chromatography with the eluent cyclohexane/ethyl acetate (5%-40% gradient elution) to afford oxazolo[4,5-b]pyridine as a beige solid in 68% yield. The product was detected by mass spectrometry (LRMS) with [M + H]+ m/z of 121.1; 1H NMR (DMSO-d6, 400 MHz) δ 9.04 (s, 1H), 8.58 (dd, J = 4.8, 1.4 Hz, 1H), 8.26 (dd, J = 8.2, 1.4 Hz, 1H), 7.50 (dd, J = 8.2, 4.8 Hz , 1H), 6.41 (s, 2H); 13C NMR (DMSO-d6, 101 MHz) δ 157.7, 154.5, 147.1, 142.0, 121.5, 120.1.

References

[1] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 87 - 91
[2] Journal of Organic Chemistry, 2011, vol. 76, # 13, p. 5444 - 5449
[3] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 450 - 465
[4] Tetrahedron Letters, 1990, vol. 31, # 8, p. 1155 - 1156
[5] Synthetic Communications, 1992, vol. 22, # 20, p. 2891 - 2901

Oxazolo[4,5-b]pyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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